Table 2 Scope of boronic acidsa.

From: Dearomative 1,4-difunctionalization of naphthalenes via palladium-catalyzed tandem Heck/Suzuki coupling reaction

View full size image

Entry

Ar

3

Yield (%)

1

2-MeC6H4

3aa

81

2

3-MeC6H4

3ab

75

3

3-FC6H4

3ac

77

4

3-ClC6H4

3ad

61

5

4-FC6H4

3ae

78

6b

4-ClC6H4

3af

50

7b

4-CF3C6H4

3ag

55

8b

4-PhC6H4

3ah

50

9

4-vinylC6H4

3ai

46

10

3,4-F2C6H3

3aj

90

11

3-Cl-4-FC6H3

3ak

63

  1. aThe standard reaction conditions were used, as shown in Table 1, entry 21 (using arylboronic acid instead of Ar4BNa). Isolated yield is presented.
  2. bReaction time was 36 h.
Back to article page